Cas no 1267865-80-4 (4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline)

4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline structure
1267865-80-4 structure
Product Name:4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline
CAS No:1267865-80-4
MF:C11H15N
MW:161.243502855301
MDL:MFCD19347210
CID:1033859
PubChem ID:21355691
Update Time:2025-11-02

4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline Chemical and Physical Properties

Names and Identifiers

    • 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline
    • 1267865-80-4
    • AKOS014014946
    • DB-305321
    • SCHEMBL13630335
    • J-514178
    • DTXSID40612707
    • Isoquinoline, 1,2,3,4-tetrahydro-4,7-dimethyl-
    • MDL: MFCD19347210
    • Inchi: 1S/C11H15N/c1-8-3-4-11-9(2)6-12-7-10(11)5-8/h3-5,9,12H,6-7H2,1-2H3
    • InChI Key: FLTARDXHEOXMNX-UHFFFAOYSA-N
    • SMILES: N1CC2C=C(C)C=CC=2C(C)C1

Computed Properties

  • Exact Mass: 161.120449483g/mol
  • Monoisotopic Mass: 161.120449483g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 155
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 12?2

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4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline Related Literature

Additional information on 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline

Chemical Profile of 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline (CAS No. 1267865-80-4)

4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline, identified by its Chemical Abstracts Service number CAS No. 1267865-80-4, is a heterocyclic organic compound belonging to the tetrahydroisoquinoline class. This compound has garnered significant attention in the field of medicinal chemistry due to its structural similarity to several bioactive alkaloids and its potential pharmacological applications. The presence of two methyl groups at the 4- and 7-positions enhances its molecular complexity and may contribute to unique interactions with biological targets.

The tetrahydroisoquinoline scaffold is a privileged structure in drug discovery, known for its role in various pharmacological activities ranging from CNS modulation to cardiovascular effects. Compounds within this class have been extensively studied for their potential as intermediates in the synthesis of therapeutic agents. The specific substitution pattern of 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline makes it an intriguing candidate for further investigation into its biological properties and synthetic utility.

Recent advancements in computational chemistry and molecular modeling have enabled a deeper understanding of the interactions between tetrahydroisoquinoline derivatives and biological macromolecules. Studies have highlighted the importance of the aromaticity and hydrogen bonding capabilities of this scaffold in modulating receptor binding affinity. The methyl substituents in 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline may play a crucial role in fine-tuning these interactions, potentially leading to novel pharmacophores for drug development.

In the context of medicinal chemistry research, 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline serves as a valuable building block for designing analogs with enhanced potency and selectivity. The compound’s ability to undergo functionalization at multiple positions allows chemists to explore diverse structural modifications. For instance, introducing additional substituents or altering the substitution pattern could lead to derivatives with improved pharmacokinetic profiles or altered target specificity.

One of the most promising areas of research involving tetrahydroisoquinoline derivatives is their potential as precursors for bioactive molecules targeting neurological disorders. The structural motif is found in several natural products known for their effects on neurotransmitter systems. 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline, with its optimized substitution pattern, could be a key intermediate in synthesizing new agents for conditions such as depression or Parkinson’s disease. Ongoing studies are exploring its derivatives as modulators of monoamine oxidase (MAO) enzymes and other relevant targets.

The synthesis of 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline has been optimized through various methodologies to ensure high yield and purity. Traditional approaches involve palladium-catalyzed cross-coupling reactions and cyclization steps that construct the core tetrahydroisoquinoline ring system. Advances in synthetic techniques have enabled more efficient routes, reducing the number of steps and byproducts while maintaining scalability for industrial applications.

From a regulatory perspective, compounds like 4,7-Dimethyl-1,2,3,4-tetrahydroisoquinoline are subject to guidelines that ensure safe handling and proper documentation during research and development. While not classified as hazardous or controlled substances under current regulations, adherence to good laboratory practices (GLP) is essential when working with organic intermediates. This includes proper storage conditions and waste disposal protocols to minimize environmental impact.

The growing interest in natural product-inspired drug discovery has spurred investigations into synthetic pathways that mimic biosynthetic routes. By leveraging insights from enzymatic processes that produce tetrahydroisoquinoline alkaloids in plants and animals, 4 ,7 -Dimethyl -1 ,2 ,3 ,4 -tetrahydroisoquinoline can be synthesized more sustainably. Such biologically inspired approaches not only enhance efficiency but also align with green chemistry principles by reducing reliance on harsh reagents or energy-intensive processes.

In conclusion, 4 ,7 -Dimethyl -1 ,2 ,3 ,4 -tetrahydroisoquinoline (CAS No . 1267865 -80 -4) represents a significant compound in medicinal chemistry with broad applications across multiple therapeutic areas . Its unique structural features make it an excellent candidate for further exploration as both a starting material and an active pharmaceutical ingredient . Continued research into its biological activity will likely uncover new opportunities for treating complex diseases while advancing synthetic methodologies .

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